2011 Fiscal Year Final Research Report
Development of new selective alylation catalysis based on characteristic feature of water/organic solvent biphasic interface
| Project/Area Number |
22655016
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| Research Category |
Grant-in-Aid for Challenging Exploratory Research
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| Allocation Type | Single-year Grants |
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| Research Field |
Inorganic chemistry
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| Research Institution | Tokyo University of Agriculture and Technology |
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Principal Investigator |
KOMIYA Sanshiro 東京農工大学, 大学院・工学研究院, 教授 (00111667)
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| Project Period (FY) |
2010 – 2011
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| Keywords | 有機金属化学 / 触媒反応 / 撹拌 / 二相系触媒 |
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| Research Abstract |
The present research deals with water/hexane biphasic catalytic allylation of benzenethiol in the presence of water soluble palladium complex having TPPTS ligands. In this reaction, easily obtainable allylic alcohols were used as allylation reagents and branched allyllic sulfides were preferentially obtained. Interestingly, the more high stirring speed of the reaction solution(1500rpm), the more branched allylic sulfides formed. Such control by mechanistic stirring is very rare in chemical reactions in general. The present selectivity control is considered to be arisen from preferential reaction of highly activeη^1-allylpalladium intermediate which is considered to be produced in the interface of water/hexane layers, by S_N2' reaction of benzenethiol giving mainly branched allylic sulfides.
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